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Phenacyl bromide is the organic compound with the formula C 6 H 5 C(O)CH 2 Br. This colourless solid is a powerful lachrymator as well as a useful precursor to other organic compounds. It is prepared by bromination of acetophenone: [2] C 6 H 5 C(O)CH 3 + Br 2 → C 6 H 5 C(O)CH 2 Br + HBr. The compound was first reported in 1871. [3]
In organic chemistry, a phenacyl group is an aromatic substituent that consists of a phenyl group attached to an acyl group. A molecule containing a phenacyl group has the formula RCH 2 (CO)C 6 H 5 and the structure shown to the right. Here, R denotes the remainder of the molecule; for instance, if R is Br, then the compound could be called ...
Tear gas in use in France 2007 Exploded tear gas canister in the air in Greece. Tear gas, also known as a lachrymatory agent or lachrymator (from Latin lacrima 'tear'), sometimes colloquially known as "mace" after the early commercial self-defense spray, is a chemical weapon that stimulates the nerves of the lacrimal gland in the eye to produce tears.
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Bromobenzene is an aryl bromide and the simplest of the bromobenzenes, consisting of a benzene ring substituted with one bromine atom. Its chemical formula is C 6 H 5 Br. It is a colourless liquid although older samples can appear yellow. It is a reagent in organic synthesis.
Bromoacetone is available commercially, sometimes stabilized with magnesium oxide.It was first described in the 19th century, attributed to N. Sokolowsky. [3]Acetone and bromine form bromoacetone.
Mace is the brand name of an early type of aerosol self-defense spray invented by Alan Lee Litman in the 1960s. The first commercial product of its type, Litman's design packaged phenacyl chloride (CN) tear gas dissolved in hydrocarbon solvents into a small aerosol spray can, [1] usable in many environments and strong enough to act as a deterrent and incapacitant when sprayed in the face.
Some chloroacetyl chloride is also used to produce phenacyl chloride, another chemical intermediate, also used as a tear gas. [3] Phenacyl chloride is synthesized in a Friedel-Crafts acylation of benzene, with an aluminium chloride catalyst: [6] With anisole, it is used for the synthesis of venlafaxine.